CAS 2149-76-0|5-Aminouridine

Introduction:Basic information about CAS 2149-76-0|5-Aminouridine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common Name5-Aminouridine
CAS Number2149-76-0Molecular Weight259.21600
Density1.712g/cm3Boiling Point/
Molecular FormulaC9H13N3O6Melting Point/
MSDS/Flash Point/

Names

Name5-amino-1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
SynonymMore Synonyms

5-Aminouridine BiologicalActivity

Description5-Aminouridine can modify nucleobases and can be incorporated into the target DNA. 5-Aminouridine exhibits a wide range of biological activity and it inhibits the growth of tumors, fungi and viruses[1][2][3].
Related CatalogSignaling Pathways >>Anti-infection >>Influenza VirusResearch Areas >>CancerResearch Areas >>InfectionSignaling Pathways >>Anti-infection >>Fungal
In VitroThis modified nucleobase, 5-Aminouridine, must exhibit a low enough potential to be oxidized by Os(bpy)33+. These modified nucleobases can be inserted into the target DNA by direct synthesis using modified phosphoramidites[4].
In Vivo5-Aminouridine inhibits incorporation of carbamylaspartate into pyrimidines of both RNA and DNA in rat lived and [32P]phosphate into phospholipids and RNA nucleotides of rat liver slices and hepatoma[1].
References

[1]. Smith DA, et al. Studies on 5-aminouridine. Biochim Biophys Acta. 1966 May 19;119(2):221-8.

[2]. SARAN, et al. Molecular Orbital Studies on Nucleoside Antibiotics VIII. Conformation of 5-Substituted Uridines. Quantum Biology Symposium 13, 121-131 (1986).

[3]. ROBERTS M, et al. Antimetabolite activity of uridine and cytidine derivatives. J Biol Chem. 1952 Feb;194(2):695-701.

[4]. MR, et al. Detection of attomole quantities [correction of quantitites] of DNA targets on gold microelectrodes by electrocatalytic nucleobase oxidation. Anal Chem. 2003 Dec 1;75(23):6586-92.

Chemical & Physical Properties

Density1.712g/cm3
Molecular FormulaC9H13N3O6
Molecular Weight259.21600
Exact Mass259.08000
PSA150.80000
Index of Refraction1.666
InChIKeyYBTWWWIJBCCYNR-UAKXSSHOSA-N
SMILESNc1cn(C2OC(CO)C(O)C2O)c(=O)[nH]c1=O

Safety Information

WGK Germany3
HS Code2934999090

Customs

HS Code2934999090
Summary2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Synonyms

5-amino-uridine
Uridine,5-amino
5-Aminouridin
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